Trail Running calendar near Chesham 2026-2027

We have found 442 Trailruns within 80 miles of Chesham. See below where and when you can find the races.

Races start and finish at Brickfields Park in Bath and run through the Two Tunnels, offering distances from 500m Colourburst to 50km ultra, marked routes, feed stations and a charity contribution to Sustrans.

BigMud Trails at Queen Elizabeth Country Park offers scenic single lap routes across the South Downs with two climbs of Butser Hill. Choose 16 mile, marathon or 50 km distances and enjoy hearty aid stations and stunning views.

Take on the Hadleigh Legacy 10k at Hadleigh Country Park, a single lap off road trail across footpaths, fields and steep, muddy hills. Elite and main field waves, bespoke medals and free photos make it a rewarding winter trail test.

Tackle scenic laps through Thetford Forest at High Lodge with distances from 5k to ultra on a rolling 5 km loop. Enjoy aid stations, post race teas and cake, and a community vibe with 20% of entry fees helping forest upkeep.

Tackle a winter trail at Gatton Park on 22 Feb 2026 with a choice of 5K or 10K loops. Canicross and trail runner categories, friendly social vibes and a finisher medal make it a great day for runners aged 11 and up.

A fully signed 50k trail on the North Downs Way from Denbies Wine Estate that includes 2986 ft ascent and woodland at Norbury Park. The route has four aid stations, a 10 hour cutoff and a wooden finisher medal.

UTMB Index

Join the Dirt Run, a two round multi terrain series in Northamptonshire at Irchester on 25 January and Brigstock on 22 February. Choose 5 km to 15 km on mixed trails, paths and roads with a muddy hill to test you and a custom medal for fini..

The Terminator 2026 is a tough but rewarding 12 mile trail race around Pewsey, Wiltshire, mostly off road with muddy climbs and high point views. All finishers receive a unique T shirt and race village treats await.

Enjoy scenic Gatton Park trails with canicross and trail options over 5K and 10K, with medals and dog treats. Chip timed races, onsite parking and post race goodies make for a fun winter run with your canine companion.

Guided 10 km trail runs at Thursley National Nature Reserve in Surrey on 25 February 2026 and 7 July 2026. Flat group routes include a boardwalk section, headtorches for night runs and a car park; cost £16 per person.

Take on scenic 15 km or 10 km routes at Newlands Corner, Guildford on Saturday 28 February 2026 with the G3 Series. Friendly, well organised races and multi entry deals make this a perfect weekend challenge for all abilities.

Join a guided 30 mile group run on the South Downs Way from Harting Down in West Sussex. Take in rolling hills, ancient woods and coastal views while a guide manages navigation and pace for a friendly long group run.

Chocothon is a friendly timed lap on a flat 5.3 km riverside towpath, letting you complete as many laps as you can within a seven hour window. Distances from 5 km to ultra, medals and aid stations make it perfect for all abilities.

March 2026

Enjoy scenic trails around Pitsford Water with 10k and half marathon options that take in village paths, country lanes and lakeside views. Trail shoes and a personal cup are advised as the races are cupless; all finishers get a medal.

The High Lodge Half Marathon winds through Thetford Forest on varied trails and sand, offering scenic views and wildlife like fallow deer and wild thyme. Traffic free, manually timed event with finisher medals and podium trophies.

Tackle the Imber Ultra, a scenic 33.5 mile multi terrain trail run around the Imber Range on Salisbury Plain, starting in Westbury. Organised as a charity fundraiser, this classic March ultra promises tough trails, great camaraderie and fin..

Enjoy scenic trail running at Up on the Downs on 1 March 2026 from Breamore House, Fordingbridge. Choose 5k, 10k or half marathon on rolling country paths, with medals for finishers and a 5k Canicross class.

Run the Windsor & Eton 10km on 1 March 2026 for a scenic multi terrain route from Windsor & Eton Brewery along the Thames and Jubilee River. Finishers get a pint cup, medal and free race photos to celebrate your run.

A seven mile self-navigation trail at Waldegraves Holiday Park on 01 Mar 2026. Entry is limited to 150 runners; fees include a £4 bar voucher and results will be posted on essextrailevents.com.

Join a guided 10 km trail run from Silent Pool Car Park near Guildford along the North Downs Way through Netley Heath to Shere. Group paced with sunset or headtorch options and kit trials for a social, scenic adventure.